Theoretical and experimental investigation on the oxidation of gallic acid by sulfate radical anions

The Journal of Physical Chemistry. a
Paula CaregnatoDaniel O Martire

Abstract

By monitoring the decay of SO4*- after flash photolysis of aqueous solutions of S2O82- at different pH values, the kinetics of the reaction of SO4*- radicals with gallic acid and the gallate ion was investigated. The bimolecular rate constants for the reactions of the sulfate radicals with gallic acid and the gallate ion were found to be (6.3 +/- 0.7) x 10(8) and (2.9 +/- 0.2) x 10(9) M(-1) s(-1), respectively. On the basis of the oxygen-independent second-order decay kinetics and on their absorption spectra, the organic radicals formed as intermediates of these reactions were assigned to the corresponding phenoxyl radicals. DFT calculations in the gas phase and aqueous solution support formation of the phenoxyl radicals by H abstraction from the phenols to the sulfate radical anion. The observed recombination of the phenoxyl radicals of gallic acid to yield substituted biphenyls and quinones is also supported by the calculations. HPLC/MS product analysis showed formation of one of the predicted quinones.

References

Apr 18, 1998·Applied and Environmental Microbiology·J D CoatesD R Lovley
Nov 21, 2001·Journal of Agricultural and Food Chemistry·W Zheng, S Y Wang
Jun 22, 2002·Journal of Contaminant Hydrology·L K MacKinnon, N R Thomson
Nov 5, 2003·Environmental Science & Technology·George P Anipsitakis, Dionysios D Dionysiou
Feb 25, 2006·Science·Douglas E Latch, Kristopher McNeill
Jul 15, 2006·The Journal of Physical Chemistry. a·E GiannakopoulosY Deligiannakis

❮ Previous
Next ❯

Citations

Nov 3, 2010·Photochemistry and Photobiology·Valeria B ArceDaniel O Mártire
Mar 1, 2012·Photochemistry and Photobiology·Marcela V MartinDaniel O Mártire
Aug 7, 2010·Chemistry Central Journal·Angelique C EslamiGarry R Buettner
May 24, 2011·Chemosphere·Verónica C MoraMónica C Gonzalez
Aug 25, 2009·Journal of Hazardous Materials·R MeloL Wojnárovits
Aug 31, 2016·Topics in Current Chemistry·László Wojnárovits, Erzsébet Takács
Feb 25, 2009·Spectrochimica Acta. Part A, Molecular and Biomolecular Spectroscopy·Valeria B ArceDaniel O Mártire
Dec 11, 2008·Photochemistry and Photobiology·Pedro M David GaraDaniel O Mártire
Dec 2, 2010·Chemphyschem : a European Journal of Chemical Physics and Physical Chemistry·Hartmut HerrmannAndreas Tilgner
Sep 4, 2020·Scientific Reports·Andrius SakalauskasVytautas Smirnovas
Jul 8, 2009·Photochemical & Photobiological Sciences : Official Journal of the European Photochemistry Association and the European Society for Photobiology·Pedro M David GaraDaniel O Mártire
Jan 16, 2019·Environmental Science and Pollution Research International·Turki S AlkhuraijiNathalie Karpel Vel Leitner
Nov 30, 2019·Frontiers in Chemistry·Astrid F PantMatthias Reinelt
Nov 23, 2010·The Journal of Physical Chemistry. a·Andrea M BerkovicDaniel O Mártire
Dec 5, 2019·Journal of Natural Products·Gregor HostnikUrban Bren
Feb 18, 2020·Environmental Science & Technology·Jaesang LeeJae-Hong Kim
Feb 14, 2020·The Science of the Total Environment·Ruiyang XiaoFeiping Zhao

❮ Previous
Next ❯

Trending Feeds

COVID-19

Coronaviruses encompass a large family of viruses that cause the common cold as well as more serious diseases, such as the ongoing outbreak of coronavirus disease 2019 (COVID-19; formally known as 2019-nCoV). Coronaviruses can spread from animals to humans; symptoms include fever, cough, shortness of breath, and breathing difficulties; in more severe cases, infection can lead to death. This feed covers recent research on COVID-19.

Blastomycosis

Blastomycosis fungal infections spread through inhaling Blastomyces dermatitidis spores. Discover the latest research on blastomycosis fungal infections here.

Nuclear Pore Complex in ALS/FTD

Alterations in nucleocytoplasmic transport, controlled by the nuclear pore complex, may be involved in the pathomechanism underlying multiple neurodegenerative diseases including Amyotrophic Lateral Sclerosis and Frontotemporal Dementia. Here is the latest research on the nuclear pore complex in ALS and FTD.

Applications of Molecular Barcoding

The concept of molecular barcoding is that each original DNA or RNA molecule is attached to a unique sequence barcode. Sequence reads having different barcodes represent different original molecules, while sequence reads having the same barcode are results of PCR duplication from one original molecule. Discover the latest research on molecular barcoding here.

Chronic Fatigue Syndrome

Chronic fatigue syndrome is a disease characterized by unexplained disabling fatigue; the pathology of which is incompletely understood. Discover the latest research on chronic fatigue syndrome here.

Evolution of Pluripotency

Pluripotency refers to the ability of a cell to develop into three primary germ cell layers of the embryo. This feed focuses on the mechanisms that underlie the evolution of pluripotency. Here is the latest research.

Position Effect Variegation

Position Effect Variagation occurs when a gene is inactivated due to its positioning near heterochromatic regions within a chromosome. Discover the latest research on Position Effect Variagation here.

STING Receptor Agonists

Stimulator of IFN genes (STING) are a group of transmembrane proteins that are involved in the induction of type I interferon that is important in the innate immune response. The stimulation of STING has been an active area of research in the treatment of cancer and infectious diseases. Here is the latest research on STING receptor agonists.

Microbicide

Microbicides are products that can be applied to vaginal or rectal mucosal surfaces with the goal of preventing, or at least significantly reducing, the transmission of sexually transmitted infections. Here is the latest research on microbicides.